Dehydration triggered asymmetric hydrogenation of 3-(α-hydroxyalkyl)indoles
Chemical Science2011Vol. 2(4), pp. 803–803
Citations Over TimeTop 1% of 2011 papers
Abstract
Highly enantioselective hydrogenation of 3-(α-hydroxyalkyl)indoles promoted by a Brønsted acid for dehydration to form a vinylogous iminium intermediate in situ was developed with Pd(OCOCF3)2/(R)-H8-BINAP as catalyst with up to 97% ee. This methodology provides an efficient and rapid access to chiral 2,3-disubstituted indolines.
Related Papers
- → Imine and iminium precursors as versatile intermediates in enantioselective organocatalysis(2014)73 cited
- → Organocatalysis of asymmetric epoxidation mediated by iminium salts: comments on the mechanism(2005)25 cited
- → Organocatalysis of Asymmetric Epoxidation Mediated by Iminium Salts under Nonaqueous Conditions.(2004)1 cited
- → Structure of Reactive Intermediates of Organocatalysis(2009)
- → Merging Organocatalysis with Metals – New Opportunities for Asymmetric Synthesis(2022)